WO2021060448A1 - 光学異方性層、光学フィルム、偏光板、画像表示装置 - Google Patents

光学異方性層、光学フィルム、偏光板、画像表示装置 Download PDF

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WO2021060448A1
WO2021060448A1 PCT/JP2020/036210 JP2020036210W WO2021060448A1 WO 2021060448 A1 WO2021060448 A1 WO 2021060448A1 JP 2020036210 W JP2020036210 W JP 2020036210W WO 2021060448 A1 WO2021060448 A1 WO 2021060448A1
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group
liquid crystal
ring
optically anisotropic
anisotropic layer
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English (en)
French (fr)
Japanese (ja)
Inventor
達也 岩▲崎▼
聡一 鷲見
峻也 加藤
寛 稲田
悠貴 福島
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Fujifilm Corp
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Fujifilm Corp
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Priority to JP2021549028A priority Critical patent/JP7385669B2/ja
Priority to CN202080066411.4A priority patent/CN114450330B/zh
Publication of WO2021060448A1 publication Critical patent/WO2021060448A1/ja
Priority to US17/701,145 priority patent/US12554053B2/en
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    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
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    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
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    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
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    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
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    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
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    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
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    • C09K19/06—Non-steroidal liquid crystal compounds
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    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3491—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having sulfur as hetero atom
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    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
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    • G02B5/30—Polarising elements
    • G02B5/3083—Birefringent or phase retarding elements
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    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/133528—Polarisers
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    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/13363—Birefringent elements, e.g. for optical compensation
    • G—PHYSICS
    • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • G09F9/30—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements
    • H—ELECTRICITY
    • H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
    • H05B33/00—Electroluminescent light sources
    • H05B33/02—Details
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    • C08J2333/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
    • C08J2333/04—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters
    • C08J2333/14—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
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    • C08J2435/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Derivatives of such polymers
    • C08J2435/02—Characterised by the use of homopolymers or copolymers of esters
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    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K2019/0444—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group
    • C09K2019/0448—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/13363—Birefringent elements, e.g. for optical compensation
    • G02F1/133637—Birefringent elements, e.g. for optical compensation characterised by the wavelength dispersion
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
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    • G02F1/133638—Waveplates, i.e. plates with a retardation value of lambda/n
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K59/00—Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
    • H10K59/80—Constructional details
    • H10K59/8791—Arrangements for improving contrast, e.g. preventing reflection of ambient light

Definitions

  • the present invention relates to an optically anisotropic layer, an optical film, a polarizing plate, and an image display device.
  • Optical films such as optical compensation sheets and retardation films are used in various image display devices for eliminating image coloring or expanding the viewing angle.
  • a stretched birefringent film has been used as the optical film, but in recent years, it has been proposed to use an optical film having an optically anisotropic layer made of a liquid crystal compound instead of the stretched birefringent film.
  • Patent Document 1 describes a predetermined polymerizable liquid crystal compound having one polymerizable group or two or more polymerizable groups and exhibiting inverse wavelength dispersibility.
  • An optically anisotropic substance obtained by polymerizing a polymerizable composition containing a predetermined fluorine-based surfactant is described (claims 1 to 3 and the like).
  • the present inventors examined an optically anisotropic layer and an image display device having the optically anisotropic layer based on Patent Document 1, and found that there is room for improvement in the contrast of the image display device.
  • an object of the present invention to provide an optically anisotropic layer capable of producing an image display device having excellent contrast, and an optical film, a polarizing plate and an image display device having the optically anisotropic layer.
  • the present inventors have included a rod-shaped liquid crystal compound having anisotropy and a predetermined monofunctional compound, and the rod-shaped liquid crystal compound and the monofunctional compound have the number of atoms and a ring.
  • a polymerizable liquid crystal composition that satisfies a predetermined relational expression with respect to the number of the rod-shaped liquid crystal compounds and forming an optically anisotropic layer in which the orientation state of the rod-shaped liquid crystal compound is fixed so as to have a periodic structure
  • the optical anisotropic layer thereof We have found that the contrast of an image display device having a sex layer is good, and completed the present invention. That is, it was found that the above problem can be solved by the following configuration.
  • An optically anisotropic layer obtained by curing a polymerizable liquid crystal composition containing a rod-shaped liquid crystal compound having an inverse wavelength dispersibility and a monofunctional compound to fix the orientation state of the rod-shaped liquid crystal compound.
  • the rod-shaped liquid crystal compound may have a polymerizable group P 1 and P 2 constituting one end and the other end of the rod-shaped liquid crystal compound, respectively, and an aromatic ring and a fat which may have a substituent. Selected from the group consisting of rings, it has three or more rings B 1 present on the bond connecting the polymerizable groups P 1 and P 2.
  • Monofunctional compounds, the rod-like liquid crystal compound and a polymerizable polymerizable group P 3, and an aromatic ring Ar may have a substituent, may have an aromatic ring and substituents may have a substituent Selected from the group consisting of good alicyclic rings, it has one or more rings B 2 present on the bond connecting the polymerizable group P 3 and the aromatic ring Ar.
  • the polymerizable group P 3 constitutes one end of the monofunctional compound
  • the aromatic ring Ar or the substituent that the aromatic ring Ar may have constitutes the other end of the monofunctional compound.
  • Atoms a 2 atomic number a 1 and a monofunctional compound of the rod-like liquid crystal compound satisfies the relation of the following formula (1)
  • Ar monofunctional compound has found satisfies the following relationship formula (2)
  • An optically anisotropic layer wherein the optically anisotropic layer shows a diffraction peak derived from a periodic structure in an X-ray diffraction measurement.
  • the optically anisotropic layer according to [1] which has the same arrangement as that of [1].
  • the present invention provides an optically anisotropic layer capable of producing an image display device having excellent contrast, and an optical film, a polarizing plate and an image display device having the optically anisotropic layer.
  • the present invention will be described in detail.
  • the description of the constituent elements described below may be based on a representative embodiment of the present invention, but the present invention is not limited to such an embodiment.
  • the numerical range represented by using "-" means a range including the numerical values before and after "-" as the lower limit value and the upper limit value.
  • a substance corresponding to each component may be used alone or in combination of two or more.
  • the content of the component means the total content of the substances used in combination unless otherwise specified.
  • the optically anisotropic layer of the present invention is a polymerizable liquid crystal composition containing a rod-shaped liquid crystal compound having anti-wavelength dispersibility (hereinafter, also abbreviated as “rod-shaped liquid crystal compound”) and a monofunctional compound (hereinafter, simply “the present invention”. It is an optically anisotropic layer formed by curing (also abbreviated as “composition”) to fix the orientation state of the rod-shaped liquid crystal compound. Further, in the present invention, the rod-shaped liquid crystal compound has polymerizable groups P 1 and P 2 constituting one end and the other end of the rod-shaped liquid crystal compound, respectively, and an aromatic ring and a substituent which may have a substituent.
  • the monofunctional compound is a rod-like liquid crystal compound and a polymerizable polymerizable group P 3
  • an aromatic ring Ar may have a substituent, selected from the group consisting of aromatic and cycloaliphatic It has one or more rings B 2 present on the bond connecting the polymerizable group P 3 and the aromatic ring Ar.
  • the monofunctional compounds, the polymerizable group P 3 constitutes one of the ends of the monofunctional compounds, the aromatic ring Ar or aromatic ring Ar substituent which may be possessed by the configuration of the other end of the monofunctional compound To do.
  • the atomic number a 1 of the rod-like liquid crystal compound, the atomic number a 2 monofunctional compound satisfies the following formula (1). Equation (1): 0.2 ⁇ a 2 / a 1 ⁇ 0.55
  • the number of atoms a 1 of the rod-shaped liquid crystal compound represents the number of atoms on the bond connecting one end and the other end of the rod-shaped liquid crystal compound at the shortest distance, and does not include a hydrogen atom.
  • the number of atoms a 2 of the monofunctional compound represents the number of atoms on the bond connecting one end of the monofunctional compound and the other end at the shortest distance, and does not include a hydrogen atom.
  • one end of the compound and the other end refer to atoms that serve as the starting point and the ending point of the calculation when the maximum number of atoms is calculated when the atoms on the bond of the compound are connected at the shortest distance, respectively. means.
  • the atoms that serve as the starting point and the ending point shall also be counted.
  • atoms as a starting point and an end point in the calculation of the atomic number a 1 of the rod-like liquid crystal compound one of them is included in the polymerizable group P 1
  • the other is included in the polymerizable group P 2.
  • the atomic as the starting point and end point in the calculation of the atomic number a 2 of monofunctional compounds one of them is included in the polymerizable group P 3 of a monofunctional compound, aromatic ring which may other is substituted Aromatic ring of Ar Included in either Ar or a substituent.
  • the atomic number a 1 of the following rod-shaped liquid crystal compound R3, which is an example of the rod-shaped liquid crystal compound, is “50”
  • the atomic number a 2 of the following monofunctional compound A1 which is an example of the monofunctional compound is “22”. Since "a 2 / a 1 " is calculated to be 0.44, the rod-shaped liquid crystal compound R3 and the monofunctional compound A1 satisfy the relationship of the above formula (1).
  • the number b 1 of the ring B 1 having the rod-like liquid crystal compound, the sum b 2 of the number of ring B 2 and ring Ar monofunctional compound has satisfies the relation of the following formula (2).
  • the rod-shaped liquid crystal compound R3 And the monofunctional compound A1 satisfy the relationship of the above formula (2).
  • optically anisotropic layer of the present invention shows a diffraction peak derived from the periodic structure in the X-ray diffraction measurement.
  • the present composition contains two or more kinds of rod-shaped liquid crystal compounds and / or contains two or more kinds of monofunctional compounds
  • at least one rod-shaped liquid crystal compound and at least one monofunctional compound are described above. Anything that satisfies the relationship between equations (1) and (2) may be used.
  • the atomic number a 2 of the rod-shaped liquid crystal compound atoms a 1 and the monofunctional compounds of satisfy the relationship of the above formula (1), and, ring B 1 having the rod-like liquid crystal compound Optical anisotropy having a periodic structure in which the number b 1 and the total number b 2 of the ring B 2 and the aromatic ring Ar of the monofunctional compound satisfy the relationship of the above formula (2).
  • the contrast of the image display device having the optically anisotropic layer becomes good. The reason is not clear in detail, but the present inventors speculate as follows.
  • the monofunctional compound enters between the molecules of the rod-shaped liquid crystal compound, and the orientation state is fixed without disturbing the orientation state of the rod-shaped liquid crystal compound. It is considered that the contrast of the image display device having the optically anisotropic layer is improved as a result of suppressing the orientation defect generated by the curing shrinkage.
  • Rod-like liquid crystal compound and a monofunctional compound contained in the composition in view of suppressing alignment defects caused by maintaining the cure shrinkage of the orientation of the liquid crystal compound, the number of atoms of atomic number a 1 and a monofunctional compound of rod-like liquid crystal compound It is preferable that a 2 satisfies the relationship of the following formula (1a). Equation (1a): 0.35 ⁇ a 2 / a 1 ⁇ 0.50
  • the present composition contains at least a rod-shaped liquid crystal compound and a monofunctional compound that satisfy the relationships of the above formula (1) and the above formula (2).
  • a rod-shaped liquid crystal compound and a monofunctional compound that satisfy the relationships of the above formula (1) and the above formula (2).
  • each component of the present composition will be described in detail.
  • the rod-shaped liquid crystal compound contained in the present composition has anti-wavelength dispersibility and is selected from the group consisting of two polymerizable groups P 1 and P 2 , an aromatic ring and an alicyclic ring, and the polymerizable groups P 1 and P 2 are selected. if the rod-like liquid crystal compound having three or more and the ring B 1 present on coupling connecting, not particularly limited.
  • the two polymerizable groups P 1 and P 2 of the rod-shaped liquid crystal compound may be the same or different, and the three or more rings B 1 of the rod-shaped liquid crystal compound may be the same or different. May be.
  • the rod-shaped liquid crystal compound has an inverse wavelength dispersibility. Since the rod-shaped liquid crystal compound has an inverse wavelength dispersibility, the optical compensatory property of the optically anisotropic layer can be improved.
  • the term "rod-shaped liquid crystal compound having anti-wavelength dispersibility" refers to when the in-plane retardation (Re) value at a specific wavelength (visible light range) of a retardation film produced using the compound is measured. In addition, it means that the Re value becomes equal or higher as the measurement wavelength becomes larger.
  • the polymerizable groups P 1 and P 2 contained in the rod-shaped liquid crystal compound are not particularly limited, but radical polymerization or cationically polymerizable polymerizable groups are preferable.
  • the radically polymerizable group a known radically polymerizable group can be used, and suitable examples thereof include an acryloyloxy group and a methacryloyloxy group. In this case, it is known that the acryloyloxy group tends to have a higher polymerization rate, and the acryloyloxy group is preferable from the viewpoint of improving productivity, but the methacryloyloxy group can also be used as the polymerizable group in the same manner.
  • a known cationically polymerizable group can be used, and specifically, an alicyclic ether group, a cyclic acetal group, a cyclic lactone group, a cyclic thioether group, a spiroorthoester group, and vinyloxy.
  • the group etc. can be mentioned.
  • an alicyclic ether group or a vinyloxy group is preferable, and an epoxy group, an oxetanyl group, or a vinyloxy group is more preferable.
  • Examples of particularly preferable polymerizable groups include polymerizable groups represented by any of the following formulas (P-1) to (P-20).
  • the rod-shaped liquid crystal compound may have three or more polymerizable groups.
  • Rod-like liquid crystal compound in the case of having three or more polymerizable groups, the polymerizable group other than the polymerizable group P 1 and P 2 described above is not particularly limited, the preferred embodiment be included, described above Examples include those similar to polymerizable groups capable of radical polymerization or cationic polymerization.
  • Rod-like liquid crystal compound is selected from the group consisting of optionally alicyclic ring which may have an aromatic ring and substituents may have a substituent, three present on the bond connecting the polymerizable group P 1 and P 2 having a ring B 1 above.
  • ring B 1 is "present on bond connecting a polymerizable group P 1 and P 2," and constitute a part of the portion needed to join a polymerizable group P 1 and P 2 directly It means that it is.
  • the rod-shaped liquid crystal compound may have a portion other than the portion necessary for directly linking the polymerizable groups P 1 and P 2 , but the ring structure constituting a portion of the portion is included in the ring B 1. It shall not be possible.
  • the aromatic ring which may have a substituent which is one embodiment of the ring B 1, for example, aromatic ring optionally ring members 5-20 that may have a substituent.
  • aromatic ring having 5 to 20 ring members include aromatic hydrocarbon rings such as a benzene ring, a naphthalene ring, an anthracene ring, and a phenanthrene ring; and a furan ring, a pyrrole ring, a thiophene ring, a pyridine ring, and a thiazole ring.
  • aromatic heterocycles such as a benzothiazole ring; among them, a benzene ring (for example, a 1,4-phenyl group) is preferable.
  • rod-like liquid crystal compound, as a ring B 1 it is also preferable to have any of the groups represented by the later-described formula (Ar-1) ⁇ (Ar -7).
  • Examples of the alicyclic which may have a substituent which is one aspect of ring B 1 include a divalent alicyclic hydrocarbon group having 5 to 20 carbon atoms which may have a substituent and 5 carbon atoms. Examples thereof include a heterocycle in which one or more of -CH 2- constituting the alicyclic hydrocarbon group to 20 is substituted with -O-, -S- or -NH-.
  • a divalent alicyclic hydrocarbon group having 5 to 20 carbon atoms a 5-membered ring or a 6-membered ring is preferable.
  • the alicyclic hydrocarbon group may be saturated or unsaturated, but a saturated alicyclic hydrocarbon group is preferable.
  • the divalent alicyclic hydrocarbon group for example, the description in paragraph [0078] of JP2012-021068 can be referred to, and this content is incorporated in the present specification.
  • the alicyclic an embodiment ring B 1, cycloalkane ring having 5 to 20 carbon atoms are preferred.
  • Examples of the cycloalkane ring having 5 to 20 carbon atoms include a cyclohexane ring, a cyclopeptane ring, a cyclooctane ring, a cyclododecane ring, and a cyclododecane ring.
  • a cyclohexane ring is preferable, a 1,4-cyclohexylene group is more preferable, and a trans-1,4-cyclohexylene group is even more preferable.
  • Rod-like liquid crystal compound as a ring B 1, preferably it has at least one cyclohexane ring, more preferably having at least one 1,4-cyclohexylene group, at least one of trans-1,4-cyclohexylene group It is more preferable to have.
  • Examples of the substituent which the aromatic ring or the alicyclic ring which is one aspect of the ring B 1 may have include an alkyl group, an alkoxy group, an alkylcarbonyl group, an alkoxycarbonyl group, an alkylcarbonyloxy group, an alkylamino group and a dialkyl group.
  • Examples thereof include an amino group, an alkylamide group, an alkenyl group, an alkynyl group, a halogen atom, a cyano group, a nitro group, an alkylthiol group, and an N-alkylcarbamate group.
  • an alkyl group, an alkoxy group, an alkoxycarbonyl group, an alkylcarbonyloxy group, or a halogen atom is preferable.
  • the alkyl group is preferably a linear, branched or cyclic alkyl group having 1 to 18 carbon atoms, and an alkyl group having 1 to 8 carbon atoms (for example, methyl group, ethyl group, propyl group, isopropyl group, n).
  • alkyl group having 1 to 8 carbon atoms for example, methyl group, ethyl group, propyl group, isopropyl group, n.
  • -Butyl group, isobutyl group, sec-butyl group, t-butyl group, cyclohexyl group, etc. are more preferable, alkyl groups having 1 to 4 carbon atoms are more preferable, and methyl groups or ethyl groups are particularly preferable.
  • an alkoxy group having 1 to 18 carbon atoms is preferable, an alkoxy group having 1 to 8 carbon atoms (for example, a methoxy group, an ethoxy group, an n-butoxy group, a methoxyethoxy group, etc.) is more preferable, and an alkoxy group having 1 carbon number is preferable.
  • Alkoxy groups of ⁇ 4 are more preferable, and methoxy groups or ethoxy groups are particularly preferable.
  • alkoxycarbonyl group examples include a group in which an oxycarbonyl group (—O—CO— group) is bonded to the alkyl group exemplified above, and a methoxycarbonyl group, an ethoxycarbonyl group, an n-propoxycarbonyl group, or an isopropoxycarbonyl group.
  • the group is preferable, and the methoxycarbonyl group is more preferable.
  • alkylcarbonyloxy group examples include a group in which a carbonyloxy group (-CO-O- group) is bonded to the alkyl group exemplified above, and a methylcarbonyloxy group, an ethylcarbonyloxy group, an n-propylcarbonyloxy group, and the like. Alternatively, an isopropylcarbonyloxy group is preferable, and a methylcarbonyloxy group is more preferable.
  • the halogen atom examples include a fluorine atom, a chlorine atom, a bromine atom, an iodine atom and the like, and a fluorine atom or a chlorine atom is preferable.
  • the number of rings B 1 existing on the bond connecting the polymerizable groups P 1 and P 2 is not particularly limited, but from the viewpoint of orientation stability of the liquid crystal compound, 3 to 7 is preferable, and 4 to 4 to 6 is more preferable, and 5 is even more preferable.
  • the rod-shaped liquid crystal compound preferably has any of the groups represented by the following formulas (Ar-1) to (Ar-7) from the viewpoint of further improving the optical compensatory property of the optically anisotropic layer.
  • * represents a bond position, that is, a bond position with a portion other than the aromatic ring contained in the rod-shaped liquid crystal compound.
  • Q 1 represents N or CH
  • Q 2 represents -S-, -O-, or -N (R 6 )-
  • R 6 is hydrogen.
  • Y 1 is an aromatic hydrocarbon group which may having 6 to 12 carbon atoms which may have a substituent, 3 carbon atoms which may have a substituent group to 12 aromatic heterocyclic group, or represents an alicyclic hydrocarbon group which may having 6 to 20 carbon atoms which may have a substituent, -CH 2 constituting the alicyclic hydrocarbon group - one or more of It may be substituted with —O—, —S— or —NH—.
  • examples of the alkyl group having 1 to 6 carbon atoms indicated by R 6 include a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, and a tert-butyl group. Examples thereof include an n-pentyl group and an n-hexyl group.
  • Examples of the aromatic hydrocarbon group having 6 to 12 carbon atoms indicated by Y 1 include an aryl group such as a phenyl group, a 2,6-diethylphenyl group, and a naphthyl group.
  • Examples of the aromatic heterocyclic group having 3 to 12 carbon atoms indicated by Y 1 include heteroaryl groups such as a thienyl group, a thiazolyl group, a frill group, and a pyridyl group.
  • Examples of the alicyclic hydrocarbon group having 6 to 20 carbon atoms indicated by Y 1 include a cyclohexylene group, a cyclopentylene group, a norbornene group, and an adamantylene group.
  • Examples of the substituent that Y 1 may have include the same substituents that the aromatic ring or alicyclic ring, which is one aspect of the ring B 1 , may have, including its preferred embodiment. ..
  • Z 1 , Z 2 and Z 3 are independently hydrogen atoms, monovalent aliphatic hydrocarbon groups having 1 to 20 carbon atoms, and carbons, respectively.
  • Nitro group, -OR 7 , -NR 8 R 9 , -SR 10 , -COOR 11 , or -COR 12 where R 7 to R 12 are independent of hydrogen atoms or carbon atoms 1 to 6, respectively. Representing an alkyl group, Z 1 and Z 2 may be bonded to each other to form an aromatic ring.
  • an alkyl group having 1 to 15 carbon atoms is preferable, an alkyl group having 1 to 8 carbon atoms is more preferable, and a methyl group, an ethyl group, and an isopropyl group are preferable.
  • Groups, tert-pentyl groups (1,1-dimethylpropyl groups), tert-butyl groups, or 1,1-dimethyl-3,3-dimethyl-butyl groups are more preferred, and methyl groups, ethyl groups, or terts. -Butyl groups are particularly preferred.
  • Examples of the monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclodecyl group, a methylcyclohexyl group, and the like.
  • Monocyclic saturated hydrocarbon groups such as ethylcyclohexyl group; cyclobutenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, cyclooctenyl group, cyclodecenyl group, cyclopentadienyl group, cyclohexadienyl group, cyclooctadienyl group, And monocyclic unsaturated hydrocarbon groups such as cyclodecadien; bicyclo [2.2.1] heptyl group, bicyclo [2.2.2] octyl group, tricyclo [5.2.1.0 2,6 ] Decyl group, tricyclo [3.3.1.1 3,7 ] decyl group, tetracyclo [6.2.1.1 3,6 .
  • Dodecyl group polycyclic saturated hydrocarbon group such as adamantyl group; and the like.
  • Examples of the monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms include a phenyl group, a 2,6-diethylphenyl group, a naphthyl group, a biphenyl group and the like, and an aryl group having 6 to 12 carbon atoms. Is preferable, and a phenyl group is more preferable.
  • Examples of the monovalent aromatic heterocyclic group having 3 to 20 carbon atoms include a 4-pyridyl group, a 2-furyl group, a 2-thienyl group, a 2-pyrimidinyl group, a 2-benzothiazolyl group and the like.
  • Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, an iodine atom and the like, and among them, a fluorine atom, a chlorine atom or a bromine atom is preferable.
  • examples of the alkyl group having 1 to 6 carbon atoms indicated by R 7 to R 12 include methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group and tert-butyl.
  • Groups, n-pentyl groups, n-hexyl groups and the like can be mentioned.
  • Z 1 and Z 2 may be bonded to each other to form an aromatic ring as described above.
  • Examples of the structure when Z 1 and Z 2 in the above formula (Ar-1) are bonded to each other to form an aromatic ring include a group represented by the following formula (Ar-1a).
  • * represents a binding position
  • Q 1, Q 2 and Y 1 are similar to those preferred embodiments thereof, including any described in the above formula (Ar-1) Can be mentioned.
  • a 3 and A 4 are independently selected from the group consisting of -O-, -N (R 13 )-, -S-, and -CO-, respectively.
  • R 13 represents a hydrogen atom or a substituent.
  • the substituent R 13 represents, including its preferred embodiment, aromatic or cycloaliphatic which is an embodiment of the ring B 1 is are the same as those of the substituent which may have.
  • X represents a non-metal atom of Groups 14 to 16 to which a hydrogen atom or a substituent may be bonded.
  • RC1 represents a hydrogen atom or a substituent. ] Can be mentioned.
  • substituents include an alkyl group, an alkoxy group, an alkyl substituted alkoxy group, a cyclic alkyl group, an aryl group (for example, a phenyl group, a naphthyl group, etc.), a cyano group, an amino group, a nitro group, and an alkyl group.
  • substituents include a carbonyl group, a sulfo group, and a hydroxyl group.
  • R 2 -, - CR 3 CR 4 -, - NR 5 -, or a divalent linking group formed from these two or more thereof,
  • R 1 ⁇ R 5 are each independently a hydrogen atom, It represents a fluorine atom or an alkyl group having 1 to 12 carbon atoms.
  • R 1 , R 2 and R 5 independently represent a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms. Of these, any of -CO-, -O-, and -CO-O- is preferable.
  • Sp 4 and Sp 5 are independently single-bonded, linear or branched alkylene groups having 1 to 14 carbon atoms, or 1 to 14 carbon atoms.
  • One or more of -CH 2- constituting the linear or branched alkylene group was replaced with -O-, -S-, -NH-, -N (Q)-, or -CO-. It represents a divalent linking group and Q represents a substituent.
  • examples of the linear or branched alkylene group having 1 to 14 carbon atoms shown in one aspect of Sp 4 and Sp 5 include a methylene group, an ethylene group, a propylene group, a butylene group, a pentylene group and a hexylene. Examples include a group, a methylhexylene group, a heptylene group and the like.
  • one or more of -CH 2- constituting these alkylene groups are -O-, -S-, -NH-, -N (Q)-, or. It may be a divalent linking group substituted with ⁇ CO ⁇ .
  • the substituents represented by Q including its preferred embodiment, aromatic or cycloaliphatic which is an embodiment of the ring B 1 is are the same as those of the substituent which may have.
  • P 4 and P 5 each independently represent a monovalent organic group, and at least one of P 4 and P 5 represents a polymerizable group.
  • examples of the monovalent organic group represented by P 4 and P 5 include an alkyl group, an aryl group, and a heteroaryl group.
  • the alkyl group may be linear, branched or cyclic, but linear is preferred.
  • the alkyl group preferably has 1 to 10 carbon atoms.
  • the aryl group may be monocyclic or polycyclic, but monocyclic is preferable.
  • the aryl group preferably has 6 to 25 carbon atoms, more preferably 6 to 10 carbon atoms.
  • the heteroaryl group may be monocyclic or polycyclic.
  • the number of heteroatoms constituting the heteroaryl group is preferably 1 to 3.
  • the hetero atom constituting the heteroaryl group is preferably a nitrogen atom, a sulfur atom, or an oxygen atom.
  • the heteroaryl group preferably has 6 to 18 carbon atoms, more preferably 6 to 12 carbon atoms.
  • the alkyl group, the aryl group and the heteroaryl group may be unsubstituted or have a substituent.
  • examples of the polymerizable group represented by at least one of P 4 and P 5 include those similar to the above-mentioned radical polymerization or cationically polymerizable polymerizable group, and among them, the above-mentioned formulas (P-1) to (P-1) to ( A polymerizable group represented by any one of P-20) is preferably mentioned.
  • Ax has at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring and an aromatic heterocycle, and has 2 to 30 carbon atoms. Represents an organic group.
  • Ay is an alkyl group having 1 to 12 carbon atoms which may have a hydrogen atom and a substituent, or an aromatic hydrocarbon ring and an aromatic group. Represents an organic group having 2 to 30 carbon atoms and having at least one aromatic ring selected from the group consisting of heterocycles.
  • the aromatic ring in Ax and Ay may have a substituent, or Ax and Ay may be bonded to form a ring.
  • Q 3 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms which may have a substituent.
  • Examples of Ax and Ay include those described in paragraphs [0039] to [0995] of International Publication No. 2014/010325.
  • the rod-shaped liquid crystal compound is preferably a compound represented by the following formula (I) for the reason that the optical compensatory property is further improved.
  • P 1 and P 2 each independently represent a polymerizable group.
  • Sp 1 and Sp 2 independently have a single bond, a linear or branched alkylene group having 1 to 14 carbon atoms, or a linear or branched alkylene group having 1 to 14 carbon atoms.
  • One or more of the constituent -CH 2- represents a divalent linking group substituted with -O-, -S-, -NH-, -N (Q)-or -CO-, where Q is a substituent.
  • n1, m1, m2 and n2 represent integers from 0 to 2. However, at least one of m1 and n1 represents 1 or more, and at least one of m2 and n2 represents 1 or more.
  • m0 represents 1 or 2.
  • R 2 -, - CR 3 CR 4 -, - NR 5 -, or a divalent linking group formed from these two or more thereof
  • R 1 ⁇ R 5 are each independently a hydrogen atom , Fluorine atom, or an alkyl group having 1 to 12 carbon atoms.
  • each of the plurality of X 1 may be the same or different and when m1 is 2, a plurality of X 2 may be the each be the same or different, If m2 is 2, each of the plurality of X 5 may be the same or different and when n2 is 2, may be a plurality of X 6 is optionally substituted by one or more identical.
  • Ar 1 and Ar 2 each independently represent an aromatic ring which may have a substituent. However, if n1 is 2, a plurality of Ar 1 may be the same or different and when n2 is 2, may be a plurality of Ar 2 is optionally substituted by one or more identical. Cy 1 and Cy 2 each independently represent an alicyclic which may have a substituent.
  • each of the plurality of Cy 1 may be the same or different and when m2 is 2, may be a plurality of Cy 2 is optionally substituted by one or more identical.
  • Ar 3 represents any aromatic ring selected from the group consisting of the groups represented by the above formulas (Ar-1) to (Ar-7).
  • examples of the polymerizable group represented by P 1 and P 2 include those similar to the above-mentioned radical polymerization or cationically polymerizable polymerizable group, and among them, the above-mentioned formula (P-1).
  • the polymerizable group represented by any of (P-20) is preferable, and an acryloyloxy group or a methacryloyloxy group is more preferable.
  • the linear or branched alkylene group having 1 to 14 carbon atoms represented by one aspect of Sp 1 and Sp 2 includes the preferred embodiment, and the above formula (Ar-3). ), The same as those described in Sp 4 and Sp 5 can be mentioned.
  • Sp 1 and Sp 2 include a linear or branched alkylene group having 1 to 14 carbon atoms (more preferably 2 to 10 carbon atoms) or 2 to 14 carbon atoms (more preferably 4 to 10 carbon atoms).
  • a divalent linking group in which one or more of -CH 2- constituting the linear or branched alkylene group of 12) is substituted with -O- or -CO- is preferable.
  • the sum of n1 and m1 and the sum of m2 and n2 are preferably integers of 1 to 3, more preferably 1 or 2, and even more preferably 2.
  • the total of n1, m1, m2 and n2 is preferably an integer of 3 to 7, more preferably an integer of 3 to 5, and even more preferably 3 or 4.
  • n1, m1, m2 and n2 are all 1, and the durability of the optically anisotropic layer is high.
  • both n1 and n2 are 0 and both m1 and m2 are 2.
  • the divalent linking groups represented by X 1 , X 2 , X 3 , X 4 , X 5 and X 6 are X 11 and X 12 in the above formula (Ar-3). The same as those described in the above can be mentioned.
  • X 1 , X 2 , X 3 , X 4 , X 5 and X 6 a single bond, -CO-, -O-, or -CO-O- is preferable.
  • the aromatic ring which may have a substituent represented by Ar 1 and Ar 2 includes a substituent which is one aspect of the above ring B 1, including a preferable embodiment thereof.
  • the same as the aromatic ring which may be used may be mentioned.
  • the alicyclic which may have a substituent represented by Cy 1 and Cy 2 has a substituent which is one aspect of the above ring B 1, including a suitable embodiment thereof. The same as the alicyclic may be mentioned.
  • m0 preferably represents 1. Further, when m0 represents 2, it is preferable that X 3 between the two Ar 3 represents a single bond.
  • Ar 3 is selected from the group consisting of the groups represented by the above formulas (Ar-1), formula (Ar-2), formula (Ar-4) and formula (Ar-5). Any aromatic ring is preferable, and any aromatic ring selected from the group consisting of the groups represented by the above formulas (Ar-1) and (Ar-2) is more preferable.
  • Examples of the compound represented by the above formula (I) include compounds represented by the general formula (1) described in JP-A-2010-084032 (particularly, those described in paragraph numbers [0067] to [0073].
  • K side chain structure
  • “*" shown in the side chain structure of K represents the bonding position with the aromatic ring.
  • the groups adjacent to the acryloyloxy group and the methacryloyl group are propylene groups (methyl groups are ethylene groups, respectively). It represents a substituted group) and represents a mixture of positional isomers with different methyl group positions.
  • the rod-shaped liquid crystal compound is preferably a compound that exhibits a liquid crystal state of the smectic phase because the contrast of the image display device having the optically anisotropic layer is good.
  • the liquid crystal state of the smectic phase exhibited by the rod-shaped liquid crystal compound is a higher-order smectic phase.
  • the higher-order smectic phase referred to here is smectic A phase, smectic B phase, smectic D phase, smectic E phase, smectic F phase, smectic G phase, smectic H phase, smectic I phase, smectic J phase, smectic K phase.
  • smectic L phase among which smectic A phase, smectic B phase, smectic F phase, smectic I phase, slanted smectic F phase, or slanted smectic I phase is preferable, smectic A phase or smectic B phase. Is more preferable.
  • Examples of the polymerizable group P 3 constituting one end of the monofunctional compound include those similar to the polymerizable groups P 1 and P 2 contained in the rod-shaped liquid crystal compound described above, including the preferred embodiment thereof.
  • the polymerizable group represented by any of the above-mentioned formulas (P-1) to (P-20) is preferable.
  • Examples of the aromatic ring Ar constituting the other terminal of the monofunctional compound include an aromatic ring having 6 to 20 carbon atoms, and more specifically, a benzene ring, a naphthalene ring, an anthracene ring, and a phenanthrolin.
  • Aromatic hydrocarbon rings such as rings; furan ring, thiophene ring, pyrol ring, oxazole ring, isoxazole ring, oxaziazole ring, thiazole ring, isothiazole ring, thiadiazol ring, imidazole ring, pyrazole ring, triazole ring, frazane
  • Aromatic heterocycles such as a ring, a tetrazole ring, a pyridine ring, a pyridazine ring, a pyrimidine ring, a pyrazine ring, a triazine ring, a tetrazine ring, and a benzothiazole ring; among them, a benzene ring (for example, 1,4- A phenyl group or the like) is preferable.
  • the aromatic ring Ar As the substituent which may be possessed by the aromatic ring Ar, including its preferred embodiment, it comprises an aromatic ring or alicyclic ring which is one embodiment of the ring B 1 described in rod-like liquid crystal compound described above Examples of the same substituents may be mentioned.
  • the aromatic ring Ar constituting the other terminal of the monofunctional compound preferably has no substituent.
  • the ring B 2 is a "present on coupling connecting the polymerizable group P 3 and the aromatic ring Ar" parts needed to join a polymerizable group P 3 and the aromatic ring Ar directly It means that the ring B 2 constitutes a part thereof.
  • the ring B 2 also including its preferred embodiment, the ring B explained in the rod-like liquid crystal compound described above Examples thereof include an aromatic ring which may have a substituent represented by 1 and an alicyclic ring which may have a substituent.
  • the monofunctional compound preferably has at least one cyclohexane ring as ring B 2 , more preferably has at least one 1,4-cyclohexylene group, and at least one trans-1,4-cyclohexylene group. It is more preferable to have.
  • the number of rings B 2 contained in the monofunctional compound is not particularly limited, but is preferably 1 to 3 and more preferably 2 from the viewpoint of the orientation of the liquid crystal compound.
  • the monofunctional compound is preferably a compound represented by the following formula (II) from the viewpoint of the orientation of the liquid crystal compound.
  • P 3 represents a polymerizable group that can be polymerized with the rod-shaped liquid crystal compound.
  • Sp 3 constitutes a single bond, a linear or branched alkylene group having 1 to 14 carbon atoms, or a linear or branched alkylene group having 1 to 14 carbon atoms of -CH 2- .
  • One or more represent a divalent linking group substituted with -O-, -S-, -NH-, -N (Q)-or -CO-, where Q represents a substituent.
  • n3 and m3 represent integers from 0 to 2. However, at least one of m3 and n3 represents 1 or more.
  • R 1 ⁇ R 5 are each independently a hydrogen atom, a fluorine atom or a carbon atoms 1 Represents ⁇ 12 alkyl groups.
  • each of the plurality of X 7 may be the same or different and when m3 is 2, may be a plurality of X 8 are not be the same or different.
  • Ar 4 and Ar 5 each independently represent an aromatic ring which may have a substituent. However, when n3 is 2, it may be a plurality of Ar 4 is optionally substituted by one or more identical. Cy 3 represents an alicyclic which may have a substituent. However, when m3 is 2, it may be a plurality of Cy 3 is optionally substituted by one or more identical.
  • examples of the polymerizable group represented by P 3 include those similar to the radical polymerization or cationically polymerizable polymerizable group described in the above-mentioned rod-shaped liquid crystal compound, and among them, the above-mentioned formula (P).
  • the polymerizable group represented by any one of -1) to (P-20) is preferable, and an acryloyloxy group or a methacryloyloxy group is more preferable.
  • the linear or branched alkylene group having 1 to 14 carbon atoms represented by one aspect of Sp 3 includes the preferred embodiment of Sp 1 in the above formula (I). Examples thereof include those similar to the linear or branched alkylene group having 1 to 14 carbon atoms shown in one aspect of the above.
  • Sp 3 is one of -CH 2- that constitutes a linear or branched alkylene group having 1 to 14 carbon atoms or a linear or branched alkylene group having 1 to 14 carbon atoms.
  • the above is preferably a divalent linking group substituted with —O— or —CO—, and a linear or branched alkylene group having 1 to 10 carbon atoms is more preferable.
  • n3 is preferably 0 or 1
  • m3 is preferably 1 or 2.
  • the total of n3 and m3 is preferably an integer of 1 to 3, more preferably 1 or 2, and even more preferably 2.
  • n3 and m3 in the above formula (II) are the same as n1 and m1 in the above formula (I), or , It is preferable that they are the same as n2 and m2 in the above formula (I).
  • the divalent linking groups represented by X 7 , X 8 and X 9 are the same as those described in X 11 and X 12 in the above formula (Ar-3). Can be mentioned.
  • X 7 , X 8 and X 9 a single bond, -CO-, -O-, or -COO- is preferable.
  • the aromatic ring which may have a substituent represented by Ar 4 the same ones as aromatic ring which may have a substituent which is one embodiment of the ring B 1 Can be mentioned.
  • a benzene ring for example, a 1,4-phenylene group or the like is preferable.
  • a cycloalkane ring is preferable, a cyclohexane ring is more preferable, a 1,4-cyclohexylene group is further preferable, and a trans-1,4-cyclohexylene group is particularly preferable.
  • the aromatic ring which may have a substituent represented by Ar 5 the same ones as aromatic ring which may have a substituent which is one embodiment of the ring B 1 Can be mentioned.
  • a naphthalene ring or a benzene ring which may have a substituent is preferable, a benzene ring which may have a substituent is more preferable, and a benzene ring (phenyl group) which does not have a substituent is further preferable.
  • Specific examples of the compound represented by the above formula (II) include compounds represented by the following formulas (TN-1) to (TN-15).
  • the content of the monofunctional compound is preferably 1 to 100 parts by mass with respect to 100 parts by mass of the rod-shaped liquid crystal compound from the viewpoint of suppressing orientation defects due to shrinkage during curing without disturbing the orientation of the liquid crystal compound. More preferably, it is 5 to 50 parts by mass.
  • the arrangement of the ring consisting of ring B 2 and ring Ar a polymerizable group P 3 in monofunctional compounds are arranged in order of, the polymerizable group in the rod-like liquid crystal compound it is preferably the same as the sequence of ring B 1 in a row from P 1 or P 2.
  • the arrangement of the rings in the rod-shaped liquid crystal compound and the monofunctional compound if the object to be compared is an aromatic ring, the same arrangement is formed even if the ring structure or the substituent is different.
  • the objects to be compared are all alicyclics, they are considered to form the same sequence even if they have different ring structures or substituents. Further, it is assumed that the arrangement of the rings does not include the structure of the connecting portion between the two rings. For example, even if they have different skeletons such as phenylene group and naphthalene group, if the contrasting rings are all aromatic rings, they are considered to form the same sequence, and like cyclohexylene and cyclopentalene. Even if they have different skeletons, if the contrasting rings are all alicyclics, they are considered to form the same sequence.
  • the ring B 2 and the sequence of rings consisting of ring Ar following compound A1 has a an example of a monofunctional compound is identical to the sequence of ring B 1 with the following rod-like liquid crystal compound R3.
  • the contrast of an image display device having an optically anisotropic layer is more excellent bond from the viewpoint of further suppressing the occurrence of defects in the optically anisotropic layer, connecting the polymerizable group P 3 of a monofunctional compound and an aromatic ring Ar
  • the structure of the portion W2 from the ring B 2 closest to the polymerizable group P 3 to the group closest to the aromatic ring Ar is polymerizable on the bond connecting the polymerizable groups P 1 and P 2 of the rod-shaped liquid crystal compound. it is preferably the same as the structure of a portion W1 from the nearest ring B 1 based on P 1 or P 2.
  • the partial W2 in the monofunctional compound contains the ring B 2 closest to the polymerizable group P 3 and the group closest to the aromatic ring Ar, and does not contain the aromatic ring Ar.
  • the portion W1 is in the rod-like liquid crystal compound, among the three or more rings B 1, including one of the closest ring B 1 nearest rings B 1 and polymerizable group P 2 polymerizable group P 1.
  • the polymerizable groups in monocyclic ability compound closest ring B to P 3 2 is the same as at least one of the closest ring B 1 nearest rings B 1 and P 2 to the polymerizable group P 1 in the rod-like liquid crystal compound.
  • the rod-shaped liquid crystal compound has the same structure as the partial W2 of the monofunctional compound as the partial W1, and the aromatic contained in the monofunctional compound. There are cases where the ring Ar is not provided.
  • the partial W1 of the rod-shaped liquid crystal compound and the partial W2 of the monofunctional compound will be described more specifically.
  • rod-like liquid crystal compound is a compound represented by the formula (I)
  • the Formulas (I) - is represented by "(X 1 -Ar 1) n1 ( X 2 -Cy 1) m1 -X 3 " the partial structure, the X 1 that binds to Sp 1 when n1 is representative of a 1 or 2, portions if n1 represents 0 took X 2 which binds to Sp 1 or "X 4 - (Cy 2 -X 5) m2 - (Ar 2 -X 6) from the partial structure represented by n2 ", the X 6 that bind to the Sp 2 If n2 is representative of a 1 or 2, if n2 represents 0 Sp 2 part took X 5 that binds to correspond to the portion W1.
  • the monofunctional compound is a compound represented by the above-mentioned formula (II), in the formula (II) - Table in "(X 7 -Ar 4) n3 ( X 8 -Cy 3) m3 -X 9 " From the partial structure to be formed, when n3 represents 1 or 2, X 7 bound to Sp 3 is taken, and when n1 represents 0, X 8 bound to Sp 3 is taken, which corresponds to part W2. That is, the "ring B 2 closest to the polymerizable group P 3 " contained in the partial W2 is the ring located on the leftmost side on the paper surface among Ar 4 and Cy 3 included in the partial structure.
  • X 9 represents the above divalent linking group
  • the group closest to the aromatic ring Ar is X 9
  • X 9 represents a single bond
  • m3 represents 1 or 2.
  • the group closest to the aromatic ring Ar is Cy 3
  • X 9 represents a single bond and m3 represents 0, the group closest to the aromatic ring Ar is Ar 4 .
  • the portions enclosed in parentheses correspond to the portions W1 and W2, respectively. That is, in the monofunctional compound A1, 1,4-phenylene group corresponds to the "nearest ring B 2 polymerizable group P 3", an oxygen atom bonded to the phenyl group is "closest group to the aromatic ring Ar" Corresponds to. Further, in the rod-shaped liquid crystal compound R3, both of the two 1,4-phenylene groups correspond to the "polymerizable group P 1 or P 2 closest ring B 1". That is, in the case of the combination of the rod-shaped liquid crystal compound R3 and the monofunctional compound A1, it can be said that the rod-shaped liquid crystal compound R3 has two structures in the molecule that are the same as the portion W2 of the monofunctional compound A1.
  • the composition preferably contains a polymerization initiator.
  • a photopolymerization initiator capable of initiating a polymerization reaction by irradiation with ultraviolet rays is preferable.
  • the photopolymerization initiator include ⁇ -carbonyl compounds (described in US Pat. No. 2,376,661 and US Pat. No. 2,376,670), acidoin ethers (described in US Pat. No. 2,448,828), and ⁇ -hydrogen-substituted fragrances.
  • Group acidoine compounds described in US Pat. No. 2722512
  • polynuclear quinone compounds described in US Pat. Nos.
  • an oxime type polymerization initiator is also preferable. Specific examples thereof include the initiators described in paragraphs [0049] to [0052] of International Publication No. 2017/170443.
  • the present composition preferably contains a solvent from the viewpoint of workability when forming the optically anisotropic layer.
  • Solvents include, for example, ketones (eg, acetone, 2-butanone, methylisobutylketone, cyclohexanone, and cyclopentanone, etc.), ethers (eg, dioxane, and tetrahydrofuran, etc.), and aliphatic hydrocarbons (eg, eg, dioxane, and tetrahydrofuran, etc.).
  • Alicyclic hydrocarbons eg, cyclohexane, etc.
  • aromatic hydrocarbons eg, toluene, xylene, and trimethylbenzene, etc.
  • carbon halides eg, dichloromethane, dichloroethane, dichlorobenzene, etc.
  • Chlorotoluene etc.
  • esters eg, methyl acetate, ethyl acetate, and butyl acetate, etc.
  • water eg, alcohol, ethanol, isopropanol, butanol, and cyclohexanol, etc.
  • cellosolves eg, methylcellosolves, and (Ethyl cellosolve, etc.
  • cellosolve acetates sulfoxides (eg, dimethylsulfoxide, etc.), and amides (eg, dimethylformamide, dimethylacetamide, etc.) and the like.
  • the solvent
  • the present composition preferably contains a leveling agent from the viewpoint of keeping the surface of the optically anisotropic layer smooth and facilitating orientation control.
  • a leveling agent a fluorine-based leveling agent or a silicon-based leveling agent is preferable because it has a high leveling effect on the amount of addition, and a fluorine-based leveling agent is more preferable because it does not easily cause crying (bloom, bleed). ..
  • the leveling agent is represented by, for example, the compound described in paragraphs [0079] to [0102] of JP-A-2007-069471, and the general formula (I) described in JP-A-2013-047244.
  • the composition may contain an orientation control agent, if necessary.
  • the orientation control agent can form various orientation states such as homeotropic orientation (vertical orientation), tilt orientation, hybrid orientation, and cholesteric orientation in addition to homogenius orientation, and can make a specific orientation state more uniform and more precise. It can be controlled and realized.
  • a low-molecular-weight orientation control agent and a high-molecular-weight orientation control agent can be used.
  • the low-molecular-weight orientation control agent include paragraphs [0009] to [0083] of JP-A-2002-020363, paragraphs [0111]-[0120] of JP-A-2006-106662, and JP-A-2012.
  • paragraphs [0021] to [0029] of Japanese Patent Application Laid-Open No. 211306 can be referred to, and these contents are incorporated in the present specification.
  • orientation control agent for forming or promoting homeotropic orientation examples include boronic acid compounds and onium salt compounds.
  • this orientation control agent examples include paragraphs [0023] to [0032] of JP-A-2008-225281, paragraphs [0052] to [0058] of JP-A-2012-208397, and JP-A-2008-026730.
  • the compounds described in paragraphs [0024] to [0055] and paragraphs [0043] to [0055] of JP2016-193869A can be referred to, and their contents are incorporated in the present specification.
  • the cholesteric orientation can be realized by adding a chiral agent to the present composition, and the turning direction of the cholesteric orientation can be controlled by the direction of the chiral property.
  • the pitch of the cholesteric orientation may be controlled according to the orientation regulating force of the chiral agent.
  • the content is preferably 0.01 to 10% by mass, more preferably 0.05 to 5% by mass, based on the total solid content in the composition.
  • the content is in this range, precipitation, phase separation, and orientation defects are suppressed while achieving the desired orientation state, and a uniform and highly transparent cured product can be obtained.
  • the present composition may contain other liquid crystal compounds in addition to the rod-shaped liquid crystal compound and the monofunctional compound described above.
  • other liquid crystal compounds include liquid crystal compounds having two or more polymerizable groups and having forward wavelength dispersibility.
  • the content of the other liquid crystal compound is preferably 1 to 200 parts by mass, more preferably 5 to 100 parts by mass with respect to 100 parts by mass of the rod-shaped liquid crystal compound.
  • the present composition may contain components other than the components described above.
  • Other components include, for example, surfactants, tilt angle control agents, orientation aids, plasticizers, and cross-linking agents.
  • the optically anisotropic layer is a cured product obtained by curing the above-mentioned composition and immobilizing the orientation state of the rod-shaped liquid crystal compound.
  • Examples of the method for forming the cured product include a method of using the above-mentioned composition to obtain a desired orientation state and then immobilizing the cured product by polymerization.
  • the polymerization conditions are not particularly limited, but it is preferable to use ultraviolet rays in the polymerization by light irradiation.
  • Irradiation dose is preferably 10mJ / cm 2 ⁇ 50J / cm 2, more preferably 20mJ / cm 2 ⁇ 5J / cm 2, more preferably 30mJ / cm 2 ⁇ 3J / cm 2, particularly 50 ⁇ 1000mJ / cm 2 preferable. Further, in order to promote the polymerization reaction, it may be carried out under heating conditions.
  • the optically anisotropic layer can be formed on an arbitrary support or alignment film in an optical film described later, or on a polarizer in a polarizing plate described later.
  • the optically anisotropic film shows a diffraction peak derived from the periodic structure in the X-ray diffraction measurement.
  • molecules adjacent to each other in the direction perpendicular to the orientation axis form a layer, and the layers are laminated in the direction parallel to the orientation axis, that is, smectic.
  • a mode exhibiting a phase is preferably mentioned.
  • the rod-shaped liquid crystal compound is preferably a compound that exhibits the smectic phase at both the temperature rise and the temperature decrease. Whether or not the above-mentioned diffraction peak is exhibited can also be confirmed by observing the texture characteristic of the liquid crystal phase having a periodic structure with a polarizing microscope.
  • the orientation state of the rod-shaped liquid crystal compound in the optically anisotropic layer may be any of horizontal orientation, vertical orientation, tilt orientation, and twist orientation, and is horizontally oriented with respect to the main surface of the optically anisotropic layer. It is preferable that it is fixed in the state of being fixed.
  • horizontal orientation means the main surface of an optically anisotropic layer (or, when the optically anisotropic layer is formed on a member such as a support and an alignment film, the surface of the member). ) And the long axis direction of the rod-shaped liquid crystal compound are parallel.
  • the angle formed by the major axis direction of the rod-shaped liquid crystal compound and the main surface of the optically anisotropic layer is an orientation of less than 10 °. It shall mean.
  • the angle formed by the major axis direction of the rod-shaped liquid crystal compound and the main surface of the optically anisotropic layer is preferably 0 to 5 °, more preferably 0 to 3 °, and further preferably 0 to 2 °. preferable.
  • the optically anisotropic layer preferably satisfies the following formula (III). 0.50 ⁇ Re (450) / Re (550) ⁇ 1.00 ... (III)
  • Re (450) represents the in-plane lettering of the optically anisotropic layer at a wavelength of 450 nm
  • Re (550) represents the in-plane letter of the optically anisotropic layer at a wavelength of 550 nm. Represents the optics. If the measurement wavelength of the retardation is not specified in the present specification, the measurement wavelength is 550 nm.
  • optically anisotropic layer is preferably a positive A plate or a positive C plate, and more preferably a positive A plate.
  • the positive A plate (positive A plate) and the positive C plate (positive C plate) are defined as follows.
  • the refractive index in the slow axis direction in the film plane (the direction in which the refractive index in the plane is maximized) is nx
  • the refractive index in the direction orthogonal to the slow phase axis in the plane in the plane is ny
  • the refraction in the thickness direction is nz
  • the positive A plate satisfies the relation of the formula (A1)
  • the positive C plate satisfies the relation of the formula (C1).
  • the positive A plate shows a positive value for Rth
  • the positive C plate shows a negative value for Rth.
  • (ny-nz) x d (where d is the thickness of the film) is -10 to 10 nm, preferably -5 to 5 nm. Is also included in “ny ⁇ nz”, and when (nx-nz) xd is -10 to 10 nm, preferably -5 to 5 nm, it is also included in "nx ⁇ nz”.
  • (nx ⁇ ny) ⁇ d (where d is the thickness of the film) is 0 to 10 nm, preferably 0 to 5 nm, it is also included in “nx ⁇ ny”. ..
  • Re (550) is preferably 100 to 180 nm, more preferably 120 to 160 nm, and 130 to 150 nm from the viewpoint of functioning as a ⁇ / 4 plate. It is more preferably 130 to 140 nm, and particularly preferably 130 to 140 nm.
  • the " ⁇ / 4 plate” is a plate having a ⁇ / 4 function, and specifically, a function of converting linearly polarized light having a specific wavelength into circularly polarized light (or converting circularly polarized light into linearly polarized light). It is a plate having.
  • the optical film is an optical film having the above-mentioned optically anisotropic layer.
  • the structure of the optical film will be described with reference to FIG.
  • FIG. 1 is a schematic cross-sectional view showing an example of an optical film. Note that FIG. 1 is a schematic view, and the relationship of thickness and positional relationship of each layer do not always match the actual ones, and the support and the alignment film shown in FIG. 1 are all arbitrary constituent members.
  • the optical film 10 shown in FIG. 1 has a support 16, an alignment film 14, and an optically anisotropic layer 12 as a cured product of the present composition in this order.
  • the optically anisotropic layer 12 may be a laminate of two or more different optically anisotropic layers.
  • the polarizing plate described later is used as a circular polarizing plate, or when the optical film is used as an optical compensation film for an IPS type or FFS type liquid crystal display device, it is a laminate of a positive A plate and a positive C plate. Is preferable.
  • the optically anisotropic layer may be peeled off from the support and the optically anisotropic layer alone may be used as an optical film.
  • various members used in the optical film will be described in detail.
  • optically anisotropic layer of the optical film is the above-mentioned optically anisotropic layer.
  • the thickness of the optically anisotropic layer is not particularly limited, but is preferably 0.1 to 10 ⁇ m, more preferably 0.5 to 5 ⁇ m.
  • the optical film may have a support as a base material for forming the optically anisotropic layer.
  • a support is preferably transparent.
  • the light transmittance of the support is preferably 80% or more.
  • Such a support examples include a glass substrate and a polymer film.
  • Materials for the polymer film include cellulose-based polymers; acrylic polymers having acrylic acid ester polymers such as polymethylmethacrylate and lactone ring-containing polymers; thermoplastic norbornene-based polymers; polycarbonate-based polymers; polyethylene terephthalates, and polyethylene na.
  • Polyester polymers such as phthalate; Polystyrene and styrene polymers such as acrylonitrile-styrene copolymer (AS resin); Polyethylene polymers such as polyethylene, polypropylene, and ethylene / propylene copolymers; Vinyl chloride polymers; Nylon, And amide-based polymers such as aromatic polyamides; imide-based polymers; sulfone-based polymers; polyether sulfone-based polymers; polyether ether ketone-based polymers; polyphenylene sulfide-based polymers; vinylidene chloride-based polymers; vinyl alcohol-based polymers; vinyl butyral-based polymers. Examples include allylate-based polymers; polyoxymethylene-based polymers; epoxy-based polymers; and polymers in which these polymers are mixed. Further, the polarizer described later may also serve as such a support.
  • the thickness of the support is not particularly limited, but is preferably 5 to 60 ⁇ m, more preferably 5 to 40 ⁇ m.
  • the optically anisotropic layer is preferably formed on the surface of the photoalignment film.
  • the alignment film may be sandwiched between the support and the optically anisotropic layer. Further, the support described above may also serve as an alignment film.
  • the alignment film may be any film as long as it has a function of horizontally aligning the rod-shaped liquid crystal compound contained in the composition.
  • the alignment film often contains a polymer as a main component.
  • the polymer material for an alignment film has been described in a large number of documents, and a large number of commercially available products are available.
  • As the polymer material for the alignment film polyvinyl alcohol, polyimide, or a derivative thereof is preferable, and modified or unmodified polyvinyl alcohol is more preferable.
  • Examples of the alignment film that the optical film may have include the alignment film described in International Publication No. 01/088474, p. 43, line 24 to p. 49, line 8. Examples thereof include an alignment film made of the modified polyvinyl alcohol described in [0995]; and a liquid crystal alignment film formed by a liquid crystal alignment agent described in JP-A-2012-155308.
  • the photoalignment film is not particularly limited, but is an alignment film formed of a polymer material such as the polyamide compound and the polyimide compound described in paragraphs [0024] to [0043] of International Publication No. 2005/096041;
  • a liquid crystal alignment film formed by a liquid crystal alignment agent having a photoaligning group described in 155308A, and a trade name LPP-JP265CP manufactured by Polyimide Technologies, etc. can be used.
  • the thickness of the alignment film is not particularly limited, but is preferably 0.01 to 10 ⁇ m, preferably 0.01 to 10 ⁇ m, from the viewpoint of alleviating the surface irregularities that may exist on the support and forming an optically anisotropic layer having a uniform film thickness. 1 ⁇ m is more preferable, and 0.01 to 0.5 ⁇ m is further preferable.
  • the optical film preferably contains an ultraviolet (UV) absorber in consideration of the influence of external light (particularly ultraviolet light).
  • the ultraviolet absorber may be contained in the optically anisotropic layer, or may be contained in a member other than the optically anisotropic layer constituting the optical film.
  • a support is preferably mentioned.
  • the ultraviolet absorber any conventionally known one capable of exhibiting ultraviolet absorption can be used.
  • benzotriazole-based or hydroxyphenyltriazine-based ultraviolet absorbers are preferable from the viewpoint of having high ultraviolet absorption and obtaining the ultraviolet absorbing ability (ultraviolet blocking ability) used in image display devices. Further, in order to widen the absorption range of ultraviolet rays, it is also preferable to use two or more kinds of ultraviolet absorbers having different maximum absorption wavelengths in combination.
  • Examples of the ultraviolet absorber include the compounds described in paragraphs [0258] to [0259] of JP2012-018395, and paragraphs [0055] to [0105] of JP2007-072163. Examples include the compounds that have been used. Further, as commercially available products, Tinuvin400, Tinuvin405, Tinuvin460, Tinuvin477, Tinuvin479, Tinuvin1577 (all manufactured by BASF) and the like can be used.
  • the polarizing plate has the above-mentioned optical film and a polarizer.
  • the polarizing plate can be used as a circular polarizing plate when the above-mentioned optically anisotropic layer is a ⁇ / 4 plate (positive A plate).
  • the above-mentioned optically anisotropic layer is a ⁇ / 4 plate (positive A plate), and the angle formed by the slow phase axis of the ⁇ / 4 plate and the absorption axis of the polarizer described later. Is preferably 30 to 60 °, more preferably 40 to 50 °, further preferably 42 to 48 °, and particularly preferably 45 °.
  • the "slow phase axis" of the ⁇ / 4 plate means the direction in which the refractive index becomes maximum in the plane of the ⁇ / 4 plate
  • the "absorption axis" of the polarizer means the direction in which the absorbance is highest.
  • the polarizing plate can also be used as an optical compensation film for an IPS type or FFS type liquid crystal display device.
  • the above-mentioned optically anisotropic layer is used as at least one plate of a laminate of a positive A plate and a positive C plate, and the positive A is used.
  • the angle formed by the slow axis of the plate layer and the absorption axis of the polarizer described later is orthogonal or parallel.
  • the slow axis of the positive A plate layer and the absorption of the polarizer described later are performed. More preferably, the angle formed by the shaft is 0 to 5 ° or 85 to 95 °.
  • the angle formed by the slow axis of the optically anisotropic layer and the absorption axis of the polarizer described later is parallel or orthogonal.
  • parallel does not require that it is strictly parallel, but means that the angle between one and the other is less than 10 °.
  • “orthogonal” does not require that they are strictly orthogonal, but means that the angle between one and the other is more than 80 ° and less than 100 °.
  • the polarizer included in the polarizing plate is not particularly limited as long as it is a member having a function of converting light into specific linearly polarized light, and conventionally known absorption type polarizers and reflection type polarizers can be used.
  • absorption type polarizer an iodine-based polarizer, a dye-based polarizer using a dichroic dye, a polyene-based polarizer, and the like are used.
  • Iodine-based polarized light and dye-based polarized light include coated and stretched polarized light, and both can be applied.
  • Japanese Patent No. 5048120, Japanese Patent No. 5143918, Japanese Patent No. 46910205, and Japanese Patent No. Japanese Patent No. 4751481 and Japanese Patent No. 4751486 can be mentioned, and known techniques for these polarizers can also be preferably used.
  • the coated polarizer include International Publication No. 2018/124198, International Publication No. 2018/186503, International Publication No. 2019/132020, International Publication No. 2019/132018, International Publication No. 2019/189345, JP-A-2019. -197168, Japanese Patent Application Laid-Open No.
  • the reflective polarizer a polarizer in which thin films having different birefringences are laminated, a wire grid type polarizer, a polarizer in which a cholesteric liquid crystal having a selective reflection region and a 1/4 wave plate are combined, and the like are used.
  • a polymer containing a polyvinyl alcohol-based resin (-CH 2- CHOH- as a repeating unit.
  • a polarizer containing (1) is preferable.
  • the polarization element may have a depolarizing portion formed along the opposite end edges.
  • Examples of the depolarizing unit include Japanese Patent Application Laid-Open No. 2014-240970.
  • the polarizer may have non-polarizing portions arranged at predetermined intervals in the longitudinal direction and / or the width direction.
  • the non-polarized portion is a partially decolorized decolorized portion. The arrangement pattern of the non-polarized portion can be appropriately set according to the purpose.
  • the non-polarizing unit is arranged at a position corresponding to the camera unit of the image display device when the polarizer is cut (cut, punched, etc.) to a predetermined size in order to attach it to an image display device of a predetermined size.
  • Examples of the arrangement pattern of the non-polarized portion include JP-A-2016-0273792.
  • the thickness of the polarizer is not particularly limited, but is preferably 3 to 60 ⁇ m, more preferably 3 to 30 ⁇ m, and even more preferably 3 to 10 ⁇ m.
  • the pressure-sensitive adhesive layer may be arranged between the optically anisotropic layer in the optical film and the polarizer.
  • the ratio (tan ⁇ ) of the storage elastic modulus G'and the loss elastic modulus G'measured by a dynamic viscoelasticity measuring device. G "/ G') includes members made of substances having a value of 0.001 to 1.5, and includes so-called adhesives, substances that easily creep, and the like.
  • the pressure-sensitive adhesive include, but are not limited to, a polyvinyl alcohol-based pressure-sensitive adhesive.
  • an adhesive layer may be arranged between the optically anisotropic layer and the polarizer in the optical film.
  • a curable adhesive composition that is cured by irradiation with active energy rays or heating is preferable.
  • the curable adhesive composition include a curable adhesive composition containing a cationically polymerizable compound, a curable adhesive composition containing a radically polymerizable compound, and the like.
  • the thickness of the adhesive layer is preferably 0.01 to 20 ⁇ m, more preferably 0.01 to 10 ⁇ m, and even more preferably 0.05 to 5 ⁇ m.
  • the thickness of the adhesive layer is within this range, floating or peeling does not occur between the laminated protective layer or the optically anisotropic layer and the polarizer, and a practically acceptable adhesive force can be obtained.
  • the thickness of the adhesive layer is preferably 0.4 ⁇ m or more from the viewpoint of suppressing the generation of bubbles.
  • the bulk water absorption rate of the adhesive layer may be adjusted to 10% by mass or less, preferably 2% by mass or less. The bulk water absorption rate is measured according to the water absorption rate test method described in JIS K 7209.
  • the adhesive layer for example, paragraphs [0062] to [0080] of JP-A-2016-305579 can be referred to, and these contents are incorporated in the present specification.
  • an easy-adhesion layer may be arranged between the optically anisotropic layer and the polarizer in the optical film.
  • excellent adhesion to the optically anisotropic layer and the polarizer, further, from the viewpoint of suppressing the generation of cracks in the polarizer, the storage elastic modulus at 85 ° C. of the adhesive layer is 1.0 ⁇ 10 6 Pa ⁇ It is preferably 1.0 ⁇ 10 7 Pa.
  • the constituent material of the easy-adhesion layer include polyolefin-based components and polyvinyl alcohol-based components.
  • the thickness of the easy-adhesion layer is preferably 500 nm to 1 ⁇ m.
  • paragraphs [0048] to [0053] of JP-A-2018-036345 can be referred to, and these contents are incorporated in the present specification.
  • the image display device is an image display device having an optical film or a polarizing plate.
  • the display element used in the image display device is not particularly limited, and examples thereof include a liquid crystal cell, an organic electroluminescence (hereinafter, abbreviated as “EL (Electro Luminescence)”) display panel, and a plasma display panel.
  • EL Organic electroluminescence
  • a liquid crystal cell and an organic EL display panel are preferable, and a liquid crystal cell is more preferable. That is, as the image display device, a liquid crystal display device using a liquid crystal cell as a display element or an organic EL display device using an organic EL display panel as a display element is preferable, and a liquid crystal display device is more preferable.
  • a liquid crystal display device which is an example of an image display device, is a liquid crystal display device having the above-mentioned polarizing plate and a liquid crystal cell.
  • the polarizing plates provided on both sides of the liquid crystal cell, it is preferable to use the above-mentioned polarizing plate as the front side polarizing plate, and more preferably to use the above-mentioned polarizing plate as the front side and rear side polarizing plates.
  • the liquid crystal cells constituting the liquid crystal display device will be described in detail below.
  • the liquid crystal cell used in the liquid crystal display device is VA (Vertical Alignment) mode, OCB (Optically Compensated Bend) mode, IPS (In-Plane-Switching) mode, FFS (Fringe-Field-Switching) mode, or TN (Twisted). Nematic) mode is preferred, but not limited to these.
  • the rod-shaped liquid crystal molecules are substantially horizontally oriented when no voltage is applied, and are further twisted to 60 to 120 °.
  • the TN mode liquid crystal cell is most often used as a color TFT liquid crystal display device, and has been described in many documents.
  • the rod-shaped liquid crystal molecules are substantially vertically oriented when no voltage is applied.
  • a VA mode liquid crystal cell in a narrow sense in which rod-shaped liquid crystal molecules are oriented substantially vertically when no voltage is applied and substantially horizontally when a voltage is applied Japanese Patent Laid-Open No. 2-.
  • a liquid crystal cell SID97, Digest of tech.Papers (Proceedings) 28 (1997) 845) in which the VA mode is multi-domainized to expand the viewing angle.
  • liquid crystal cell in the VA mode may be any of PVA (Patterned Vertical Alignment) type, optical alignment type (Optical Alignment), and PSA (Polymer-Sustained Alignment). Details of these modes are described in Japanese Patent Application Laid-Open No. 2006-215326 and Japanese Patent Application Laid-Open No. 2008-538819.
  • the rod-shaped liquid crystal molecules are oriented substantially parallel to the substrate, and the liquid crystal molecules respond in a plane by applying an electric field parallel to the substrate surface.
  • the display is black when no electric field is applied, and the absorption axes of the pair of upper and lower polarizing plates are orthogonal to each other.
  • Methods for reducing leakage light when displaying black in an oblique direction and improving the viewing angle by using an optical compensation sheet are described in JP-A-10-054982, JP-A-11-202323, and JP-A-9-292522. It is disclosed in JP-A-11-133408, JP-A-11-305217, JP-A-10-307291, and the like.
  • Organic EL display device As an organic EL display device which is an example of an image display device, for example, from the viewing side, a polarizer, a ⁇ / 4 plate (positive A plate) composed of the above-mentioned optically anisotropic layer, and an organic EL display panel are used. Examples of the mode having this order can be mentioned. Further, the organic EL display panel is a display panel configured by using an organic EL element formed by sandwiching an organic light emitting layer (organic electroluminescence layer) between electrodes (between a cathode and an anode). The configuration of the organic EL display panel is not particularly limited, and a known configuration is adopted.
  • Polyester (number average molecular weight 800)
  • Matte dispersion liquid 1 ⁇ -Silica particles with an average particle size of 20 nm (AEROSIL R972, manufactured by Nippon Aerosil Co., Ltd.) 2 parts by mass-Methylene chloride (first solvent) 76 parts by mass-Methanol (second solvent) 11 parts by mass-Core layer cellulose acylate dope 11 1 part by mass ⁇
  • ⁇ Preparation of protective film 1> The core layer cellulose acylate dope 1 and the outer layer cellulose acylate dope 1 were filtered using a filter paper having an average pore size of 34 ⁇ m and a sintered metal filter having an average pore size of 10 ⁇ m. Then, using a band casting machine, the core layer cellulose acylate dope 1 and the outer layer cellulose acylate dope 1 on both sides thereof were cast on a drum at 20 ° C. at the same time in three layers from the casting port. Next, the film was peeled off from the drum in a state where the solvent content of the film on the drum was about 20% by mass.
  • a polymerizable liquid crystal composition 1 for forming an optically anisotropic layer having the following composition was prepared.
  • the group adjacent to the acryloyloxy group of the following rod-shaped liquid crystal compounds R1 and R2 represents a propylene group (a group in which the methyl group is replaced with an ethylene group), and the following rod-shaped liquid crystal compounds R1 and R2 have different methyl group positions. Represents a mixture of positional isomers.
  • ⁇ Preparation of optically anisotropic layer 1> The composition 1 for a photoalignment film prepared above was applied to the surface of one side of the prepared protective film 1 using a bar coater. Then, it was dried on a hot plate at 80 ° C. for 5 minutes to remove the solvent, and a photoisomerization composition layer having a thickness of 0.2 ⁇ m was formed. The obtained photoisomerization composition layer was irradiated with polarized ultraviolet rays (10 mJ / cm 2 , using an ultrahigh pressure mercury lamp) to form a photoalignment film 1 having a thickness of 0.2 ⁇ m.
  • polarized ultraviolet rays (10 mJ / cm 2 , using an ultrahigh pressure mercury lamp
  • the polymerizable liquid crystal composition 1 prepared above was applied to the surface of the photoalignment film 1 with a bar coater to form a composition layer.
  • the formed composition layer was heated to a temperature showing an isotropic phase on a hot plate and then cooled to stabilize the orientation at a temperature showing a smectic phase. Then, while maintaining the temperature, the orientation was fixed by irradiating with ultraviolet rays (500 mJ / cm 2 , using an ultrahigh pressure mercury lamp) in a nitrogen atmosphere (oxygen concentration 100 ppm), and the optically anisotropic layer 1 having a thickness of 2 ⁇ m was formed. Made.
  • the in-plane retardation Re1 (550) was 130 nm, and Re1 (450) /. Re1 (550) was 0.85, confirming that the optically anisotropic layer 1 was a positive A plate.
  • Contrast is measured by a laminated body in which a direct-type LED backlight source, a lower polarizing plate, a produced optically anisotropic layer 1, and an upper polarizing plate are arranged in parallel on a table in order from the bottom. went. At this time, the optically anisotropic layer 1 and the upper polarizing plate were made rotatable. The brightness of the light emitted from the light source and transmitted through the lower polarizing plate, the optically anisotropic layer 1, and the upper polarizing plate in this order is measured from the direction perpendicular to the main surface of each polarizing plate and the optically anisotropic layer 1. It was measured using a meter (BM-5A (manufactured by TOPCON)).
  • BM-5A manufactured by TOPCON
  • the brightness was measured as follows. First, the upper polarizing plate was rotated in the absence of the optically anisotropic layer 1 to adjust to the position where the brightness became the darkest (cross Nicol state). The optically anisotropic layer 1 was inserted, and the optically anisotropic layer 1 was rotated under the state of cross Nicol to measure the minimum brightness. Next, the upper polarizing plate is rotated to arrange the upper polarizing plate and the lower polarizing plate in parallel Nicols, and then the optically anisotropic layer 1 is rotated under the state of parallel Nicols to maximize the brightness. was measured.
  • Contrast 1 / [ ⁇ (Minimum brightness under cross Nicol when optically anisotropic layer 1 is installed) / (Maximum brightness under parallel Nicol when optically anisotropic layer 1 is installed) ⁇ - ⁇ (Optically anisotropic layer) Minimum brightness under cross Nicol without 1) / (Maximum brightness under parallel Nicol without optically anisotropic layer 1) ⁇ ]
  • the contrast is 200,000 or more
  • the contrast is 100,000 or more and less than 200,000
  • the contrast is less than 100,000
  • optically anisotropic layer 1 is observed with a polarizing microscope, and the laminated body obtained by inserting the optically anisotropic layer 1 between two polarizing plates arranged in a cross Nicol state is visually observed. Each observation was carried out, and the defect of the optically anisotropic layer 1 was evaluated according to the following criteria.
  • Example 2 The optically anisotropic layer 2 of Example 2 was prepared in the same manner as in Example 1 except that the following monofunctional compound A2 was used instead of the monofunctional compound A1 contained in the polymerizable liquid crystal composition 1. , Each evaluation was performed.
  • Example 3 The optically anisotropic layer 3 of Example 3 was prepared in the same manner as in Example 1 except that the following monofunctional compound A3 was used instead of the monofunctional compound A1 contained in the polymerizable liquid crystal composition 1. , Each evaluation was performed.
  • Example 4 Optical of Example 4 in the same manner as in Example 1 except that 84.00 parts by mass of the following rod-shaped liquid crystal compound R3 was used instead of the rod-shaped liquid crystal compounds R1 and R2 contained in the polymerizable liquid crystal composition 1. Anisotropic layer 4 was prepared and each evaluation was performed.
  • Example 5 The optically anisotropic layer 5 of Example 5 was prepared in the same manner as in Example 1 except that the polymerizable liquid crystal composition 2 having the following composition was used instead of the polymerizable liquid crystal composition 1, and each evaluation was performed. Was done.
  • Example 6 The optically anisotropic layer 6 of Example 6 was prepared in the same manner as in Example 5 except that the following monofunctional compound A4 was used instead of the monofunctional compound A3 contained in the polymerizable liquid crystal composition 2. , Each evaluation was performed.
  • Example 7 The optically anisotropic layer 7 of Example 7 was prepared in the same manner as in Example 1 except that the following monofunctional compound A9 was used instead of the monofunctional compound A1 contained in the polymerizable liquid crystal composition 1. , Each evaluation was performed.
  • Comparative Example 1 The optically anisotropic layer C1 of Comparative Example 1 was prepared in the same manner as in Example 1 except that the monofunctional compound A1 was removed from the polymerizable liquid crystal composition 1, and each evaluation was performed.
  • Comparative Example 3 The optically anisotropic layer C3 of Comparative Example 3 was prepared in the same manner as in Example 1 except that the following monofunctional compound A5 was used instead of the monofunctional compound A1 contained in the polymerizable liquid crystal composition 1. , Each evaluation was performed.
  • Comparative Example 4 The optically anisotropic layer C4 of Comparative Example 4 was prepared in the same manner as in Example 1 except that the following monofunctional compound A6 was used instead of the monofunctional compound A1 contained in the polymerizable liquid crystal composition 1. , Each evaluation was performed.
  • Comparative Example 5 The optically anisotropic layer C5 of Comparative Example 5 was prepared in the same manner as in Example 1 except that the following compound A7 having no polymerizable group was used instead of the monofunctional compound A1 of the polymerizable liquid crystal composition 1. It was prepared and evaluated.
  • Comparative Example 6 The optically anisotropic layer C6 of Comparative Example 6 was prepared in the same manner as in Example 4 except that the monofunctional compound A1 was removed from the polymerizable liquid crystal composition of Example 4, and each evaluation was performed.
  • Comparative Example 7 The optically anisotropic layer of Comparative Example 7 was used in the same manner as in Example 5 except that the following monofunctional compound A8 was used instead of the monofunctional compound A3 contained in the polymerizable liquid crystal composition 2 of Example 5. C7 was prepared and each evaluation was performed.
  • Table 4 shows the composition of the polymerizable liquid crystal composition used for forming the optically anisotropic layer in Examples 1 to 7 and Comparative Examples 1 to 7, and the X-ray diffraction measurement of the formed optically anisotropic layer. The evaluation results of contrast and defects are shown.
  • Table 4 "the ratio a2 / a1" column, for each of Examples and Comparative Examples, showing the ratio of the number of atoms a 2 monofunctional compound to the atomic number a 1 of the rod-like liquid crystal compound.
  • total b 2 is the formula for the number of rings B 2 and the aromatic rings Ar number b 1 and a monofunctional compound of the rings B 1 having the rod-like liquid crystal compound has the (2) Relationship If the condition is satisfied, enter "A” in the "Equation (2)” column of Table 4, and if the relationship of the above equation (2) is not satisfied, enter "B" in the same column.
  • the contrast of the image display device was inferior when it did not have a polymerizable group polymerizable with the compound (Comparative Example 5). Further, even if the polymerizable liquid crystal composition contains a monofunctional compound, the ratio of the number b 2 of the ring B 2 having the number b 1 and a monofunctional compound of the rings B 1 having the rod-like liquid crystal compound, the formula (2 ) Is not satisfied, it is found that the contrast of the image display device is inferior (Comparative Example 4).
  • the polymerizable liquid crystal composition also contain monofunctional compound, the ratio of the atomic number a 2 of monofunctional compound to the atomic number a 1 of the rod-like liquid crystal compound does not satisfy the relationship of the above formula (1), It was found that the contrast of the image display device was inferior (Comparative Example 7).
  • the polymerizable liquid crystal composition contains a monofunctional compound having a specific polymerizable group and an aromatic ring group
  • the rod-shaped liquid crystal compound and the monofunctional compound contained in the polymerizable liquid crystal composition have the above formula (1).
  • the above formula (2) it was found that the contrast of the obtained image display device is improved by forming an optically anisotropic layer using the polymerizable liquid crystal composition (implementation). Examples 1-7).

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